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    04/27/2024  ± 1 day
    All listings in New York

    Incredible sailboat rentals in New York, United States.

    5.0
    (732 Reviews)

    Page 1 of 4 • 73 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
    Sailing in Manhattan · 6 guests

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    5.0
    Superowner
    $255-$285hour
    Instant Book
    Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.
    Sailing in Salisbury · 2 guests

    Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

    5.0
    $85hour
    #1 Manhattan Sailboat! 5-Star Service with Captain, Crew, Champagne & Catering
    Sailing in Manhattan · 6 guests

    #1 Manhattan Sailboat! 5-Star Service with Captain, Crew, Champagne & Catering

    5.0
    Superowner
    Best of 2023
    $335hour
    Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
    Sailing in Stamford · 6 guests

    Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

    5.0
    Superowner
    $37person
    35ft C&C 35 Sailboat in Toronto
    Sailing in Etobicoke · 6 guests

    35ft C&C 35 Sailboat in Toronto

    5.0
    $182hour
    27 Foot Sailboat for a Day of Fun in the Sun in Toronto
    Sailing in Toronto · 6 guests

    27 Foot Sailboat for a Day of Fun in the Sun in Toronto

    5.0
    $55person
    Woman-owned luxury with transparent pricing - read our 5-star reviews!
    Sailing in Manhattan · 6 guests

    Woman-owned luxury with transparent pricing - read our 5-star reviews!

    5.0
    $285hour
    Sail from Norwalk, CT - $220/Hour - $37/Person
    Sailing in Norwalk · 10 guests

    Sail from Norwalk, CT - $220/Hour - $37/Person

    4.6
    Superowner
    Best of 2023
    $36person
    56' Sea Ray Sedan Bridge in New York!
    Events in Brooklyn · 12 guests

    56' Sea Ray Sedan Bridge in New York!

    4.7
    $475hour
    Caribbean Vibez SPECIAL $220 x 2 hrs August 16th , 17th and 18th on a Brooklyn Sailboat
    Sailing in Brooklyn · 4 guests

    Caribbean Vibez SPECIAL $220 x 2 hrs August 16th , 17th and 18th on a Brooklyn Sailboat

    5.0
    Superowner
    $191hour
    Sail New York's historic waterways aboard Water Music, a classic, semi-custom 40 foot Passport yacht.
    Sailing in Brooklyn · 6 guests

    Sail New York's historic waterways aboard Water Music, a classic, semi-custom 40 foot Passport yacht.

    5.0
    Snoozed - Active 02 Jul 2024
    42' Catalina Sailing Yacht in the Hamptons - 4 Hours
    Sailing in Sag Harbor · 6 guests

    42' Catalina Sailing Yacht in the Hamptons - 4 Hours

    5.0
    $325hour
    Sail From Northport or Huntington, NY - $215/Hour - $36 Per Person
    Sailing in Huntington · 6 guests

    Sail From Northport or Huntington, NY - $215/Hour - $36 Per Person

    5.0
    Superowner
    Best of 2023
    $50person
    Sailing Charter in Toronto
    Sailing in Toronto · 6 guests

    Sailing Charter in Toronto

    5.0
    $73person
    Hunter 43 Sailing Yacht in Oakville, Ontario
    Sailing in Oakville · 5 guests

    Hunter 43 Sailing Yacht in Oakville, Ontario

    5.0
    $273hour
    One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!
    Events in Manhattan · 12 guests

    One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!

    5.0
    Superowner
    Best of 2023
    $475hour
    Sailing NYC with Brooklyn Sail
    Sailing in Manhattan · 6 guests

    Sailing NYC with Brooklyn Sail

    5.0
    Superowner
    $220hour
    Charter 38' Pearson Cruising Monohull In Mamaroneck, New York
    Sailing in Mamaroneck · 10 guests

    Charter 38' Pearson Cruising Monohull In Mamaroneck, New York

    5.0
    $100person
    A Tropical Experience on a Massive Sailing Trimaran
    Sailing in Toronto · 12 guests

    A Tropical Experience on a Massive Sailing Trimaran

    4.9
    $328hour
    Sail NYC's skyline aboard the Genesis, a beautiful classic sailboat!
    Sailing in Manhattan · 6 guests

    Sail NYC's skyline aboard the Genesis, a beautiful classic sailboat!

    5.0
    $285hour
    Classic Beauty: Nautor Swan 46 Bluewater Cruiser, Sag Harbor, New York
    Sailing in Sag Harbor · 6 guests

    Classic Beauty: Nautor Swan 46 Bluewater Cruiser, Sag Harbor, New York

    5.0
    $325hour
    Beautiful Trimaran for 10 People in Toronto
    Sailing in Toronto · 12 guests

    Beautiful Trimaran for 10 People in Toronto

    5.0
    $292hour
    Tanzer 26' Small Sailboat for Day in Charlotte
    Sailing in Charlotte · 6 guests

    Tanzer 26' Small Sailboat for Day in Charlotte

    5.0
    $350day
    Sail the Adirondack Mountain Lakes
    Sailing in New York · 4 guests

    Sail the Adirondack Mountain Lakes

    New
    $160hour

    Top Destinations Nearby

    Sailing Reviews in New York

    1. Lisa

      Lisa

      Charter 38' Pearson Cruising Monohull In Mamaroneck, New York

      Rick you made our first wedding anniversary so special. Thank you for your suggestion to dine and dock, your knowledge on the history of the area and for your great sense of humor! We had a great time! Nirvana is such a beautiful vessle

    2. VS

      Vaibhav

      Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

      Ian was fantastic! Ian explained everything in detail and was very welcoming. I really enjoyed the experience and hospitality. I wanted to surprise my partner with the trip, and Ian was very accommodating in trying to keep it as last minute as possible. The boat was very well maintained and the ride was extremely smooth. Ian helped me create memories that'd last a lifetime and for that I'd highly recommend him.

    3. KK

      Kevin

      Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

      Ian was excellent - the boat was stylish and as advertised, and Ian was very knowledgeable and accommodating of our party.

    4. VL

      Van

      Sailing NYC with Brooklyn Sail

      It's a bit windy but we all enjoyed the view and how friendly and professional Andrew is. He was very kind in helping my friend who has sea sickness. I had a wonderful birthday today on the boat even though it was cold. Also, they kindly waited for me to arrive due to unexpected traffic jam.

    5. SC

      Susanna

      Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

      Thank you Ian! Ian was professional and kind. We had the best time celebrating my partner’s birthday! A night our group will remember for a long time.

    6. AM

      Amy

      Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

      Marco was a perfect, he was knowledgeable and accommodating. The trip was enjoyable and relaxing. Highly recommend.

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